Malia returns as Capt. Sandy's first female bosun, a role she hopes to grow into while commanding respect from her all-male deck team; Brazilian chef Kiko tries to make a good first impression; Hannah is challenged by an experienced Second Stew.
Hannah struggles to get her Second Stew in line; tensions boil when Lara refuses to take direction from Hannah; in the galley, Kiko finds himself up against guests who are less than satisfied; Malia is forced to draw the line with Pete.
Romance is in bloom on the crew's first night out of the season, as Pete makes his move while Rob and Jess find themselves connecting on a deeper level; the second charter kicks off when guests with ties to the music industry arrive.
With bad weather rolling in and down her Second Stew, Hannah scrambles to manage the interior with only Jess to rely on; Capt. Sandy and Malia draw a hard line with the deck team when they call the guys out for their questionable behavior.
A blast from the past returns; a massive thunderstorm threatens to keep the Wellington docked for their next charter; Rob and Jessica deepen their connection, while Pete's attitude continues to frustrate Malia.
Kiko faces his biggest challenge yet when demanding charter guests invite friends to join a six-course dinner; Hannah confronts Bugsy about their past; Rob and Jess find their relationship threatened; an injury threatens to upend the charter season.
An injured Jess fights to maintain her spot on the boat, while another crew member's inappropriate behavior finally catches up to him; Kiko is again put to the test.